1,4-diphenyltetracene-6,11-quinone | 936699-32-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-diphenyltetracene-6,11-quinone
• 英文别名: 7,10-Diphenyltetracene-5,12-dione
• CAS: 936699-32-0
• 化学式: C₃₀H₁₈O₂
• 分子量: 410.472
• InChiKey: PCGCRIGJCSFWMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-diphenyltetracene-6,11-quinone 在 palladium on activated charcoal 氢碘酸 作用下， 以 溶剂黄146 、 邻二氯苯 为溶剂， 反应 168.0h， 以55 mg的产率得到1,4-diphenyltetracene
  参考文献：
  名称：

  4,7-Diphenylisobenzofuran:  A Useful Intermediate for the Construction of Phenyl-Substituted Acenes

  摘要：

  The formation and subsequent reactivity of previously unknown 4,7-diphenylisobenzofuran, 5, is reported. The Diels-Alder reaction between 5 and p-benzoquinone in boiling glacial acetic acid yields an unprecedented exo,exo anti dual cycloaddition product, 16b, in excellent yield and with 100% diastereoselectivity. Differences between the reactivities of 5 and the more common 1,3-diphenylisobenzofuran are highlighted. Reactive 5 is utilized to form new three-, four-, and five-ring acenes, and the latter compound is reacted with [60]fullerene to produce new [60]fullerene-acene adducts.

  DOI：

  10.1021/jo062675b
• 作为产物：
  描述：

  在 硫酸 、 溶剂黄146 作用下， 反应 1.0h， 以1.00 g的产率得到1,4-diphenyltetracene-6,11-quinone
  参考文献：
  名称：

  4,7-Diphenylisobenzofuran:  A Useful Intermediate for the Construction of Phenyl-Substituted Acenes

  摘要：

  The formation and subsequent reactivity of previously unknown 4,7-diphenylisobenzofuran, 5, is reported. The Diels-Alder reaction between 5 and p-benzoquinone in boiling glacial acetic acid yields an unprecedented exo,exo anti dual cycloaddition product, 16b, in excellent yield and with 100% diastereoselectivity. Differences between the reactivities of 5 and the more common 1,3-diphenylisobenzofuran are highlighted. Reactive 5 is utilized to form new three-, four-, and five-ring acenes, and the latter compound is reacted with [60]fullerene to produce new [60]fullerene-acene adducts.

  DOI：

  10.1021/jo062675b